Room-Temperature Synthesis of Trisubstituted Allenylsilanes via Regioselective C-H Functionalization

被引：127

作者：

Zeng, Rong ^{[1
]}

Wu, Shangze ^{[1
]}

Fu, Chunling ^{[1
]}

Ma, Shengming ^{[1
]}

机构：

[1] Zhejiang Univ, Dept Chem, Lab Mol Recognit & Synth, Hangzhou 310027, Zhejiang, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2013年 / 135卷 / 49期

关键词：

OXIDATIVE OLEFINATION; N-METHOXYBENZAMIDES; ORTHO-ALKENYLATION; COUPLING REACTION; BOND FORMATION; ACTIVATION; RUTHENIUM; ALKENES; EFFICIENT; LIGANDS;

D O I：

10.1021/ja409861s

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A Rh(III)-catalyzed o-C-H bond functionalization-based allenylation reaction of allenylsilanes 2 with N-methoxybenzamides 1 affords poly-substituted allenylsilanes with a wide range of attractive functional groups in moderate to excellent yields under very mild conditions (20 degrees C, compatible with ambient air and moisture). Those products may be transformed to different products with attractive structural features. Careful mechanistic studies suggest the reaction proceeds via o-rhodation, regioselective insertion, and beta-H elimination.

引用

页码：18284 / 18287

页数：4

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